PRACTICAL ORGANIC CHEMISTRY
Benzyl Chloride, C0H5CH2C1
Cannizzaro, Annalen, 1853, 88, 129.
100 grms. toluene.
i „ phosphorous trichloride.
The apparatus consists of vessels for evolving and drying chlo-
rine (see Fig. 62, p. 88) and a weighed retort (300 c.c.) standing"
on wire-gauze, into which the toluene is brought. (Fig. 80.)
chlorine enters through an inlet tube, fixed through the t
of the retort, the neck being fixed to a reflux condenser.
dry chlorine is conducted into the toluene, which is kept boiling:
gently until it has gained about 37 grams in weight.* The liquid.
turns yellow, and hydrochloric acid fumes are evolved sit tlie
upper end of the condenser. When the reaction is complete tlie
contents of the retort are distilled.* At first unchanged toluene
distils ; the fraction boiling at 165—185° contains nearly *tlie
whole of the benzyl chloride, and forms the greater pa,rt of
the product. The liquid, which passes over above 185°, is a
mixture of higher chlorinated compounds, and consists cl~k.iefly
of benzal chloride, C6H5CHC12, and benzotrichloride, C6F